(S)-1-(Naphthalen-2-yl)ethanamine

Base Information

• Chemical Name: (S)-1-(Naphthalen-2-yl)ethanamine
• CAS No.: 3082-62-0
• Molecular Formula: C12H13N
• Molecular Weight: 171.242
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID60360915
• Nikkaji Number: J53.231B
• Wikidata: Q72493752
• Mol file: 3082-62-0.mol

Synonyms:3082-62-0;(S)-1-(Naphthalen-2-yl)ethanamine;(S)-(-)-1-(2-Naphthyl)ethylamine;(S)-1-(2-Naphthyl)ethylamine;(1S)-1-(naphthalen-2-yl)ethan-1-amine;(1S)-1-naphthalen-2-ylethanamine;(S)-2-(1-Aminoethyl)naphthalene;MFCD00085366;SCHEMBL38429;AI-942/25034862;(S)-1-(2-Naphthyl)ethanamine;DTXSID60360915;(S)-1-(naphth-2-yl)ethylamine;(S)-1-(naphth-2-yl)-ethylamine;(S)-1-naphthalen-2-yl-ethylamine;AMY25636;(S)-(-)-A-(2-naphthyl)ethylamine;AKOS015840847;DS-17388;(1S)-1-(2-naphthyl)ethanamine, AldrichCPR;CS-0053589;N0726;EN300-746359;I11134;A876086;J-018155;(S)-(-)-1-(2-Naphthyl)ethylamine, >=99.0% (sum of enantiomers, GC);(S)-(-)-1-(2-Naphthyl)ethylamine, ChiPros(R), produced by BASF, >=98.5%

Chemical Property of (S)-1-(Naphthalen-2-yl)ethanamine

Chemical Property:

• Vapor Pressure: 0.00108mmHg at 25°C
• Melting Point: 47-50 °C
• Refractive Index: -20 ° (C=1, MeOH)
• Boiling Point: 301 °C at 760 mmHg
• PKA: 9.36±0.40(Predicted)
• Flash Point: 144.3 °C
• PSA: 26.02000
• Density: 1.064 g/cm³
• LogP: 3.55980
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 171.104799419
• Heavy Atom Count: 13
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

(S)-(-)-1-(2-Naphthyl)ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N
• Statements: 36/37/38-51/53
• Safety Statements: 26-36-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC2=CC=CC=C2C=C1)N
• Isomeric SMILES: C[C@@H](C1=CC2=CC=CC=C2C=C1)N
• Uses: (S)-(-)-1-(2-Naphthyl)ethylamine is used in asymmetric synthesis. It is also used in the preparation of thiourea compounds using chiral amine, which is used as a bifunctional catalyst for the Strecker and nitro-Michael reactions. Further, it acts as a chiral building block and chiral resolution reagent.

Technology Process of (S)-1-(Naphthalen-2-yl)ethanamine

There total 59 articles about (S)-1-(Naphthalen-2-yl)ethanamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

C16H19NOS → (R)-[1-(naphthalen-2-yl)ethyl]amine (1201-74-7,3082-62-0,3906-16-9,64234-21-5)

Guidance literature:

C₁₆H₁₉NOS; With [RhCl₂(p-cymene)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; isopropyl alcohol; at 50 ℃; for 0.5h; Inert atmosphere; Microwave irradiation; Molecular sieve;

With hydrogenchloride; In methanol; at 20 ℃; enantioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201402884

Reference yield: 91.0%

(1S)-1-(2-naphthyl)ethylamine (3082-62-0) → (R)-[1-(naphthalen-2-yl)ethyl]amine (1201-74-7,3082-62-0,3906-16-9,64234-21-5)

Guidance literature:

With nickel; at 110 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejic.201300074

Reference yield: 90.0%

1-(naphthalen-2-yl)ethanone O-methyloxime (104354-38-3) → (1S)-1-(2-naphthyl)ethylamine (3082-62-0) + (R)-[1-(naphthalen-2-yl)ethyl]amine (1201-74-7,3082-62-0,3906-16-9,64234-21-5)

Guidance literature:

With sodium tetrahydroborate; (S)-valinol; zirconium(IV) chloride; In tetrahydrofuran; Title compound not separated from byproducts; Ambient temperature;

upstream raw materials:

1-(naphthyl-⁽²⁾)-ethanone-⁽¹⁾-seqtrans-oxime

ammonium formate

formamide

methyl 2-naphthyl ketone

Downstream raw materials:

(S)-(1-[2]naphthyl-ethyl)-urea

(R)-[1-(naphthalen-2-yl)ethyl]amine

(+/-)-(1-[2]naphthyl-ethyl)-urea

1,4-bis-(1-[2]naphthyl-ethyl)-piperazine

Refernces

• 1、 Mu, Xiaoqing,Wu, Tao,Mao, Yong,Zhao, Yilei,Xu, Yan,Nie, Yao. "Iterative Alanine Scanning Mutagenesis Confers Aromatic Ketone Specificity and Activity of L-Amine Dehydrogenases". . p. 5243 - 5253. Retrieved 2021/11/16.
• 2、 Jia, Zhi-Jun,Gao, Shilong,Arnold, Frances H.. "Enzymatic Primary Amination of Benzylic and Allylic C(sp3)-H Bonds". supporting information. p. 10279 - 10283. Retrieved 2020/07/27.